JPH1045553A - Lingering scent-improving agent and detergent composition containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a lingering scent-improving agent which can improve the lingering scent in the washed substances after washing by formulating an amide carboxylic acid having a specific structure, and a detergent composition containing the same. SOLUTION: This lingering scent-improving agent contains 0.03-5wt.% of an amide-carboxylic acid represented by formula I (R<1> is a 1-24C hydrocarbon, H; R<2> is a 1-24C hydrocarbon; the total carbon number of R<1> and R<2> is 8-24; (m) is 1, 2) or formula II (R<3> is a 11-17C alkyl). In a preferred embodiment, the lingering scent agent is formulated to a detergent composition containing a surfactant and a perfume as a formulation of 0.03-5wt.% of the lingering scent agent, 0.01-5wt.% of the perfume and 5-50wt.% of the surfactant. This detergent composition is preferably used as a body shampoo or hair shampoo. The perfume can remain in washed substances, even after washing or rinsing. Further, the remaining scent is suppressed its evaporation and enhanced the smell after drying.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an agent for improving the perfume remaining of an object to be cleaned by a fragrance and a cleaning composition containing the same.

[0002]

2. Description of the Related Art Fragrances include fragrances such as fragrances, colognes and perfumes, cosmetics such as creams, lotions and antiperspirants, hair care products such as rinses and conditioners, bath products, food products and other products, and clothing. It is also widely used as a cleaning agent for the body, a cleaning agent for the human body, a cleaning agent for homes, and a cleaning agent such as shampoo. When a fragrance is added to these products, a fragrance-retaining fragrance, a retention agent, or the like is used so that the scent remains even after normal use. For example, as such substances, solvents such as hercoline, alkylene glycol, alkyl citrate, and benzyl benzoate, and perfumes such as Peruvian balsam, vetiver benzoin, labdanum, oak moss, and pachouri are appropriately used.

However, when a detergent is mixed with a fragrance, even if these fragrance-retaining fragrances and holding agents are used, the fragrance is solubilized and washed away by the action of the surfactant, so that the fragrance is washed during cleaning. Has a little scent even after the scent is sensed, that is, the scent hardly remains on the washed object, that is, it enhances the palatability until after the washing, or masks the unpleasant odor of the object to be washed. There was a problem that it was not possible.

[0004]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a scent-retaining agent which can leave a scent on an object to be washed even after washing, and a detergent composition containing the same. .

[0005]

The inventors of the present invention have conducted various studies on components for improving the residual fragrance of the object to be cleaned by adding them to a system in which a surfactant and a fragrance coexist. It has been found that if a small amount of the amide carboxylic acid is added, the residual scent of the object to be washed after washing is dramatically improved, and the present invention has been completed.

That is, the present invention provides the following general formula (1) or (2):

[0007]

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(In the formula, R ¹ represents a hydrocarbon group having 1 to 24 carbon atoms or a hydrogen atom, R ² represents a hydrocarbon group having 1 to 24 carbon atoms, and the total number of carbon atoms of R ¹ and R ² is 8 to 24, and m represents a number of 1 or 2.)

[0009]

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(Wherein, R ³ represents an alkyl group having 11 to 17 carbon atoms).

The present invention also relates to a detergent composition containing a surfactant and a fragrance, wherein the amide carboxylic acid is contained in an amount of 0.1 to 10%.
It is intended to provide a cleaning composition characterized in that it is contained in an amount of from 03 to 5% by weight.

[0012]

DETAILED DESCRIPTION OF THE INVENTION The amide used in the present invention
The carboxylic acid is represented by the general formula (1) or (2).
In general formula (1), R¹And R²Carbon indicated by
Examples of the hydrocarbon group having 1 to 24 carbon atoms include those having 1 to 24 carbon atoms.
A chain or branched alkyl or alkenyl group is preferred,
A linear or branched alkyl group having 1 to 24 carbon atoms is particularly preferred.
Good. Specifically, n-hexyl group, n-heptyl
Group, 2-ethylhexyl group, n-nonyl group, n-decane
Group, n-undecanyl group, lauryl group, myristyl
Group, palmityl group, stearyl group and the like. Well
R¹And R²Has a total carbon number of 8 to 24. Better
Preferably R²Is an alkyl group having 6 to 18 carbon atoms;
¹Is a hydrogen atom or an alkyl group having 1 to 18 carbon atoms,
R¹And R²Is a combination having a total carbon number of 8 to 24.
You. Particularly preferred amide carboxylic acids of the general formula (1)
3- (N, N-dihexylamino) carbonyl
Ropionic acid, 3- (N-hexyl-N-2-ethylhexyl
Sylamino) carbonylpropionic acid, 3- (N, N-
Didodecanylamino) carbonylpropionic acid and the like are listed.
Can be

In the general formula (2), the number of carbon atoms represented by R ³ is 1
Examples of the alkyl group of 1 to 17 include an undecanyl group, a lauryl group, a tridecanyl group, a myristyl group, a pentadecanyl group, a palmityl group, and a heptadecanyl group. Examples of the amide carboxylic acid of the general formula (2) include N-lauroyl-β-alanine, N-myristoyl-β-alanine and the like.

The residual aroma improving agent of the present invention may be added to a system in which a surfactant, a perfume and an object to be cleaned are present as long as it is present in the cleaning system together with the perfume. It is preferable to use it by blending it in a cleaning composition to be used.

The amide carboxylic acid, that is, the fragrance improving agent, is added to the system in which the surfactant, the fragrance and the object to be cleaned are present in an amount of 0.03 to 5% by weight, particularly, the same weight as the fragrance. Is preferred. Further, 0.03 to 5% by weight is blended in the detergent composition, but 0.3 to 1% by weight is more preferable.

The fragrance on which the residual aroma improving agent of the present invention acts, that is, the fragrance to be added to the detergent composition is not particularly limited, and both synthetic fragrance and natural fragrance can be used. As a natural flavor, for example, ylang-ylang oil,
Lavender oil, rose oil, jasmine oil, clary sage oil, sandalwood oil, elemi oil, pachouri oil, Peruvian balsam oil, true balsam oil and the like can be mentioned. As synthetic flavors, cis-3-hexenol, hexylcinamic aldehyde, cinamic alcohol,
Vanillin, coumarin, limonene, gamma-undecalactone, 6-acetyl-1,1,3,4,4,6-hexamethyl-tetrahydronaphthalene, 5-acetyl-1,
Examples thereof include 1,2,3,3,6-hexamethylindane, cyclogentadecanone, phenylethyl alcohol, amylcinnamatic aldehyde, rose oxide, and heliotropin. These fragrances may be used alone or as a blended fragrance prepared by mixing two or more kinds.

The amounts of these fragrances added to the detergent composition are as follows:
It is not particularly limited and varies depending on the type of the fragrance, but it is usually preferably 0.01 to 5% by weight, particularly preferably 0.1 to 1% by weight.

The surfactant used in the present invention includes:
The surfactant is not particularly limited as long as it is a surfactant incorporated as a cleaning active ingredient, and examples thereof include one or more selected from anionic surfactants, nonionic surfactants, and amphoteric surfactants.

Here, the anionic surfactant is not particularly limited, and examples thereof include a carboxylic acid type surfactant, a sulfuric acid type surfactant, and a sulfonic acid type surfactant.

The sulfonic acid type or sulfate type anionic surfactant used in the present invention includes, for example, sulfosuccinic acid type, isethionate type, taurate type, alkylbenzenesulfonic acid type, olefinsulfonic acid type, alkanesulfonic acid type, alkyl or alkanesulfonic acid type. Surfactants such as alkenyl sulfates are exemplified.

As the sulfosuccinic acid-based surfactant, a sulfosuccinic acid ester of a higher alcohol represented by the following general formula (3) or (4) or its ethoxylate, or a sulfosuccinic acid ester derived from a higher fatty acid amide, or a derivative thereof is used. Salts.

[0022]

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[In the formula, R ⁴ is R ⁵ --O-- or R ⁶ --CO--
Represents NH- (R ⁵ represents a linear or branched alkyl or alkenyl group having 8 to 22 carbon atoms, R ⁶ represents 7 to 7 carbon atoms)
21 represents a linear or branched alkyl or alkenyl group), M ¹ and M ^{2 each} represent a hydrogen atom or a cation forming a water-soluble salt selected from alkali metals, alkaline earth metals, ammonium and organic ammonium. , P is 0
Indicate the number of 20]

Among the compounds represented by the above general formula (3) or (4), the sulfosuccinate ester of higher alcohol or its ethoxylate is, for example, a sulfosuccinate ester of secondary alcohol ethoxylate having 11 to 13 carbon atoms. Disodium salt [manufactured by Nippon Shokubai Chemical Co., Ltd., sophthanol MES 3, 5, 7, 9, 12, etc. (each number is the average number of moles of ethylene oxide added (E
O))]], lauryl alcohol or lauryl alcohol ethoxylate (EO = 3,4,6,9,12)
Disodium salt of sulfosuccinate (Toho Chemical Industry Co., Ltd., Kohaku L-400 etc.), carbon number 12-15
Primary alcohols or their ethoxylates (EO =
2 to 12) disodium salt of sulfosuccinic acid ester, Guerbet alcohol having 8 to 22 carbon atoms or sulfosuccinic acid disodium salt of ethoxylate thereof (EO = 2 to 12), etc., and derived from higher fatty acid amide. Examples of the sulfosuccinates include: disodium sulfosuccinate of polyethylene glycol laurate (EO = 1, 2) amide, disodium sulfosuccinate of polyethylene glycol oleate (EO = 1, 2) amide, and coconut Examples include disodium salts of sulfosuccinates of oil fatty acid polyethylene glycol (EO = 4). Among them, straight-chain higher alcohols having 11 to 13 carbon atoms or ethoxy thereof in view of good feel and foamability. Sulfosuccinate of the rate or a salt thereof is preferred. M ¹ and M ² are sodium,
Examples thereof include potassium, ammonium, alkanolamine, and basic amino acid. The sulfosuccinic acid-based surfactant used in the present invention is optionally selected from one or two or more different R ⁴ parts, M ¹ parts and M ² parts.

The isethionate-based surfactant is represented by the following general formula (5): R ⁷ COOCH ₂ CH ₂ SO ₃ M ³ (5) (wherein R ⁷ is alkyl, alkenyl or hydroxy having an average of 7 to 19 carbon atoms) A compound represented by an alkyl group and M ³ represents an alkali metal or an organic amine).

In the above general formula (5), for example, as the fatty acid residue R ⁷ COO-, C ₁₁ H ₂₃ COO-, C ₁₃ H ₂₇ COO-, C ₁₅ H ₃₁
COO-, C ₁₇ H ₃₅ COO-, coconut oil fatty acid residues, etc.
Examples of ³ include lithium, potassium, sodium, monoethanolamine, diethanolamine, triethanolamine and the like.

As the taurate-based surfactant, the following general formula (6)

[0028]

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(In the formula, R ⁸ represents an alkyl, alkenyl or hydroxyalkyl group having an average carbon number of 7 to 19,
⁹ represents a lower alkyl or hydroxyalkyl group having an average of 1 to 3 carbon atoms, and M ⁴ represents an alkali metal or an organic amine)

In the above general formula (6), for example, as the alkyloyl group R ⁸ CO—, a cocoyl group derived from lauroyl, palmitoyl, stearoyl, oleoyl or coconut oil fatty acid (R ^{8 has} a carbon number of 7 to 19) Examples of the alkyl group R ⁹ include methyl, ethyl and propyl groups, and the counterion M ⁴ includes lithium, potassium, sodium, triethanolamine, diethanolamine, monoethanolamine and the like. .

Examples of the alkylbenzenesulfonic acid surfactant include a linear or branched alkylbenzenesulfonic acid salt having an alkyl group having an average of 10 to 16 carbon atoms; Olefin sulfonates having 20 to 20 carbon atoms in one molecule; alkane sulfonate surfactants include alkane sulfonates having an average of 10 to 20 carbon atoms in one molecule; Or, as an alkenyl sulfate-based surfactant, the average carbon number is 1
It has a straight-chain or branched-chain alkyl or alkenyl group of 0 to 20 and has an average of 0.5 to 8 mol of ethylene oxide, propylene oxide, butylene oxide, ethylene oxide and propylene oxide in one molecule.
In a ratio of 1 / 9.9 to 9.9 / 0.1, or 0.1 / 9.9 to 0.1 / 9.9 of ethylene oxide and butylene oxide.
Examples thereof include alkyl or alkenyl ether sulfates added at a ratio of 9.9 / 0.1, and alkyl or alkenyl sulfates having an alkyl group or alkenyl group having an average carbon number of 10 to 20.

Examples of the carboxylic acid type surfactant include higher fatty acid salts, N-acyl sarcosine salts, alkyl ether acetates, polyoxyethylene alkyl ether acetates and the like. Among these, examples of the higher fatty acid salt include basic salts of fatty acids having 8 to 22 carbon atoms. Specific examples include simple fatty acids such as lauric acid, myristic acid, palmitic acid, isostearic acid, and oleic acid, as well as basic salts of mixed fatty acids such as coconut oil fatty acid and tallow fatty acid. Here, as the salt, inorganic basic salts such as sodium and potassium, ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt (hereinafter abbreviated as TEA), 2-amino-2-methylpropanol, 2- Examples thereof include alkanolamine salts such as amino-2-methylpropanediol and basic amino acids such as lysine and arginine.

Examples of the nonionic surfactant include fatty acid amides, polyoxyethylene alkyl ethers, sugar esters, sugar ethers, sugar amides and the like.
Examples of the amphoteric surfactant include imidazoline-based and betaine-based surfactants.

The blending amount of these surfactants is not particularly limited, but is 5 to 50% by weight, especially 5 to 5% by weight in the detergent composition.
30% by weight is preferred.

Further, in the detergent composition of the present invention, as the other additive, components usually used in the detergent can be optionally used in combination within a range not impairing the effects of the present invention. For example, humectants such as propylene glycol, sorbitol, and glycerin, viscosity modifiers such as carboxyvinyl polymer, methylcellulose, ethanol, and polyoxyethylene glycol distearate, pearling agents, pigments, ultraviolet absorbers, antioxidants, and disinfectants , Anti-inflammatory agents, preservatives and the like can be added.

The cleaning composition of the present invention is not particularly limited as long as it requires a residual scent on the object to be cleaned, and is useful as a cleaning agent for clothing, a human body, a house, a shampoo and the like. However, it is particularly preferably used as a body shampoo or a hair shampoo. Further, the cleaning composition of the present invention is produced by a conventional method, and is in the form of paste, gel, liquid,
It can be in the form of a solid or the like.

[0037]

Next, the present invention will be described in more detail by way of examples, but the present invention is not limited to these examples. In the examples, the results of quantitative analysis of the increase in the remaining amount of the fragrance and the evaluation of the quantity and the results of the sensory evaluation are shown.

Example 1 (Confirmation of increase in residual amount of fragrance by quantitative evaluation) [0038] The surfactant component (Group A), amide carboxylic acid (Group B) and fragrance (Table 1) shown in Table 1 were added. Inventive products and those not containing only (Group B) were used as comparative products. Using both, a uniform bundle of human hair (20 g) was washed under the same conditions. After the treatment, the remaining fragrance remaining on the hair is obtained as an organic solvent extract from the hair from the bundle of human hair dried under the same conditions, and the remaining fragrance in the extract is analyzed by GC /
MS analysis was performed and quantified. The quantification method is SIM (Se
The method was performed using a selected ion monitor method. The total amount of the remaining perfume obtained as a result is added up,
The data from the non-added comparative product were compared with the residual amount.

(Washing / Drying Conditions and Method for Preparing Analytical Sample) A bundle of human hair (20 g) was dipped in hot water at 36 ° C. to sufficiently adapt the hair to water, and then a detergent (3 g) was used for 3 minutes. Washed. Then rinse 3 times with 3 liters of hot water at 36 ° C,
After rinsing, it was dried in the same environment for the same time. After 4 hours of drying each human hair bundle, ultrasonic leaching extraction was carried out three times in 100 ml of methylene chloride. Each extract was combined and concentrated, and quantification was performed as an analytical sample.

[0040]

[Table 1]

[0041]

[Table 2]

Table 3 shows the obtained results.

[0043]

[Table 3]

From the results shown in Table 3, the rate of increase in the residual amount of the fragrance of the product 1 of the present invention relative to the comparative product 1 was calculated as follows.

[0045]

(Equation 1)

As described above, in the case of the product 1 of the present invention, the total amount increased by 57.4%.

In the same manner, the amount of the fragrance remaining on the hair to be washed was measured for the inventive products 2 to 4 and the comparative product 2 shown in Table 4. As a result, the products 2 to 4 of the present invention also had excellent ability to improve residual scent.

[0048]

[Table 4]

Example 2 (Confirmation of increase in perfume residual scent by sensory evaluation) A mixture obtained by adding a surfactant component (Group A), an amide carboxylic acid (Group B) and a fragrance (Table 6) shown in Table 5 was used. Inventive products and those without addition of only (Group B) were used as comparative products. Using both of them, a uniform human hair bundle (20 g) was subjected to hair washing and washing treatment under the same conditions. After the treatment, a bundle of human hair dried under the same conditions was subjected to a sensory evaluation by a professional panelist. Table 7 shows the results.

(Washing / Drying Conditions) A bundle of human hair (20 g) was dipped in warm water of 36 ° C. for 20 seconds to sufficiently adapt the hair to water, and then washed with the above-mentioned detergent (3 g) for 3 minutes. . Then, it was rinsed 3 times with 3 liters of warm water at 36 ° C., and after rinsing, it was dried in the same environment for the same time. Four hours after drying each human hair bundle, sensory evaluation was performed.

[0051]

[Table 5]

[0052]

[Table 6]

[0053]

[Table 7]

[0054]

EFFECTS OF THE INVENTION The cleaning composition of the present invention prevents the perfume of the object to be cleaned from being washed off even after washing and rinsing, and suppresses volatilization of the perfume even during drying, It has the effect of increasing the residual scent.

Claims (3)

[Claims] 1. The following general formula (1) or (2): (In the formula, R ¹ represents a hydrocarbon group having 1 to 24 carbon atoms or a hydrogen atom, R ² represents a hydrocarbon group having 1 to 24 carbon atoms,
The total carbon number of R ¹ and R ² is 8 to 24, and m represents the number of 1 or 2. (Wherein, R ³ represents an alkyl group having 11 to 17 carbon atoms)
An agent for improving the residual scent of a substance to be washed, which comprises an amide carboxylic acid represented by the following formula: 2. A detergent composition containing a surfactant and a fragrance, wherein the following general formula (1) or (2): (Wherein, R ¹ represents a hydrocarbon group having 1 to 24 carbon atoms or a hydrogen atom, R ² represents a hydrocarbon group having 1 to 24 carbon atoms,
The total carbon number of R ¹ and R ² is 8 to 24, and m represents the number of 1 or 2. (In the formula, R ³ represents an alkyl group having 11 to 17 carbon atoms)
A cleaning composition comprising 0.03 to 5% by weight of an amidocarboxylic acid represented by 3. The cleaning composition according to claim 2, wherein the surfactant is an anionic surfactant, a nonionic surfactant and / or an amphoteric surfactant.